Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

Jan Deska; Jan E. Bäckvall

doi:10.1039/b912128p

Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

Jan Deska
, Jan E. Bäckvall

Research output: Contribution to journal › Article › Scientific › peer-review

Abstract

Crude Porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (-)-striatisporolide A, allowing its unambiguous stereochemical assignment.

Original language	English
Journal	Organic and Biomolecular Chemistry
Volume	7
Issue number	17
Pages (from-to)	3379-3381
Number of pages	3
ISSN	1477-0520
DOIs	https://doi.org/10.1039/b912128p
Publication status	Published - 2009
MoE publication type	A1 Journal article-refereed

Access to Document

10.1039/b912128p

Cite this

@article{e611d1773760475e836a8268a7672aff,

title = "Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A",

abstract = "Crude Porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (-)-striatisporolide A, allowing its unambiguous stereochemical assignment.",

author = "Jan Deska and B{\"a}ckvall, \{Jan E.\}",

year = "2009",

doi = "10.1039/b912128p",

language = "English",

volume = "7",

pages = "3379--3381",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "17",

}

TY - JOUR

T1 - Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

AU - Deska, Jan

AU - Bäckvall, Jan E.

PY - 2009

Y1 - 2009

N2 - Crude Porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (-)-striatisporolide A, allowing its unambiguous stereochemical assignment.

AB - Crude Porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (-)-striatisporolide A, allowing its unambiguous stereochemical assignment.

UR - https://www.scopus.com/pages/publications/70349276796

U2 - 10.1039/b912128p

DO - 10.1039/b912128p

M3 - Article

C2 - 19675888

AN - SCOPUS:70349276796

SN - 1477-0520

VL - 7

SP - 3379

EP - 3381

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 17

ER -

Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

Abstract

Access to Document

Other files and links

Cite this