Mechanistic studies of the rearrangements of steroidal 16,17-ketols and syntheses of 20→16-cis-γ-carbolactones

Utilization of 17-keto-androstanes as starting materials for the synthesis of α- or β-oriented steroidal 20→16-γ-carbolactones has been explored following two different strategies. A highly efficient, stereospecific protocol has been developed for the β-oriented cis-γ-lactone. A different approach,...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Bruttomesso, A.C., Doller, D., Gros, E.G.
Formato:	JOUR
Materias:	Biosynthesis Natural products NMR Stereospecificity Steroids and sterols carbonyl derivative hydroxyl group ketol lactone derivative steroid tomatine article carbon nuclear magnetic resonance reaction analysis synthesis Androstanols Lactones Magnetic Resonance Spectroscopy Models, Chemical Models, Molecular Spironolactone
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_09680896_v7_n5_p943_Bruttomesso
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

Ejemplares similares

Mechanistic studies of the rearrangements of steroidal 16,17-ketols and syntheses of 20→16-cis-γ-carbolactones
por: Bruttomesso, Andrea Claudia, et al.
Publicado: (1999)

Carbon-13 nuclear magnetic resonance spectral data of steroidal vicinal ketols and related compounds
por: Doller, D., et al.

Carbon-13 nuclear magnetic resonance spectral data of steroidal vicinal ketols and related compounds
Publicado: (1991)

Stereospecific synthesis of steroidal 20,16-γ-carbolactones
por: Bruttomesso, Andrea Claudia, et al.
Publicado: (1998)

Stereospecific synthesis of steroidal 20,16-γ-carbolactones
por: Bruttomesso, A.C., et al.

The formation of an unsaturated lactone derivative on benzoylation of D-galactonolactone
por: Muchnik de Lederkremer, Rosa María, et al.
Publicado: (1971)

The formation of an unsaturated lactone derivative on benzoylation of D-galactonolactone
por: De Lederkremer, R.M., et al.

Two approaches to the enantioselective synthesis of (4R)-(-)-4-hydroxymethyl-4-thiobutyro-1,4-lactone
Publicado: (2000)

Two approaches to the enantioselective synthesis of (4R)-(-)-4-hydroxymethyl-4-thiobutyro-1,4-lactone
por: Zunszain, P.A., et al.

A phenolic withanolide from Jaborosa leucotricha
por: Veleiro, Adriana Silvia, et al.
Publicado: (1992)

A phenolic withanolide from Jaborosa leucotricha
por: Veleiro, A.S., et al.

Confirmation of the structures of the products obtained on acylation of 2-amino-2-deoxy-d-gluconic acid
por: Varela, Oscar José, et al.
Publicado: (1989)

Confirmation of the structures of the products obtained on acylation of 2-amino-2-deoxy-d-gluconic acid
por: Horton, D., et al.

Síntesis estéreoselectivas de (20S) 3 beta,16 beta-dihidroxi-5 -pregnan-20,16-carbolactona (Tigogeninlactona) y (20S) 3 beta, 16 beta-dihidroxi-5-pregnen-20,16-carbolactona (Diosgeninlactona) : Aplicaciones de reacciones biocatalíticas a la preparación de derivados esteroidales relacionados
por: Bruttomesso, Andrea Claudia
Publicado: (1999)

Síntesis estéreoselectivas de (20S) 3 beta,16 beta-dihidroxi-5 -pregnan-20,16-carbolactona (Tigogeninlactona) y (20S) 3 beta, 16 beta-dihidroxi-5-pregnen-20,16-carbolactona (Diosgeninlactona) : Aplicaciones de reacciones biocatalíticas a la preparación de derivados esteroidales relacionados
por: Bruttomesso, Andrea Claudia
Publicado: (1999)

Síntesis estéreoselectivas de (20S) 3 beta,16 beta-dihidroxi-5 -pregnan-20,16-carbolactona (Tigogeninlactona) y (20S) 3 beta, 16 beta-dihidroxi-5-pregnen-20,16-carbolactona (Diosgeninlactona) : Aplicaciones de reacciones biocatalíticas a la preparación de derivados esteroidales relacionados
por: Bruttomesso, Andrea Claudia
Publicado: (1999)

A spiranic withanolide from Jaborosa odonelliana
por: Monteagudo, Edith Sandra, et al.
Publicado: (1990)

A spiranic withanolide from Jaborosa odonelliana
por: Monteagudo, E.S., et al.

A 19-hydroxywithanolide from Jaborosa leucotricha
por: Monteagudo, Edith Sandra, et al.
Publicado: (1989)

A 19-hydroxywithanolide from Jaborosa leucotricha
por: Monteagudo, E.S., et al.

Biomedical magnetic resonance technology /
por: Chen, C-N. (Ching-nien)
Publicado: (1989)

Enantioselective synthesis of (+)-neplanocin F
por: Comin, María Julieta, et al.
Publicado: (2002)

Enantioselective synthesis of (+)-neplanocin F
por: Comin, M.J., et al.

Two novel steroidal glycoside sulfates from the starfish cosmasterias lurida
por: Maier, Marta Silvia, et al.
Publicado: (1993)

Two novel steroidal glycoside sulfates from the starfish cosmasterias lurida
por: Maier, M.S., et al.

Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester
por: Romero Zaliz, Carmen Lorena, et al.
Publicado: (2006)

Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester
por: Romero Zaliz, C.L., et al.

Synthesis of regioisomeric, stereoregular AABB-type polyamides from chiral diamines and diacids derived from natural amino acids
por: Gómez, Romina Vanesa, et al.
Publicado: (2007)

Synthesis of regioisomeric, stereoregular AABB-type polyamides from chiral diamines and diacids derived from natural amino acids
por: Gómez, R.V., et al.

Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones
por: Nin, Alejandro Pablo, et al.
Publicado: (1991)

Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones
por: Nin, A., et al.

Reduction of a Δ4-Steroid with Diborane
por: Giacopello, Sergio, et al.
Publicado: (1995)

Reduction of a Δ4-Steroid with Diborane
por: D'Alessandro, C., et al.

Benzoylated hexa-2,4-dien-4-olides from aldono-1,4-lactones: Stereoselective synthesis of dideoxyaldonolactone derivatives
por: Marino, María Carla, et al.
Publicado: (1991)

Benzoylated hexa-2,4-dien-4-olides from aldono-1,4-lactones: Stereoselective synthesis of dideoxyaldonolactone derivatives
por: Marino, C., et al.

First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)
por: Bruttomesso, Andrea Claudia, et al.
Publicado: (2000)

First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)
por: Bruttomesso, A.C., et al.
Publicado: (2000)

First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)
por: Bruttomesso, A.C., et al.

First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)
por: Bruttomesso, A.C., et al.
Publicado: (2000)

The glycosyl-aldonolactone approach for the synthesis of β-d-Galf-(1→3)-d-Manp and 3-deoxy-β-d-xylo-hexofuranosyl-(1→3)-d-Manp
Publicado: (1998)