Rapid and enantioselective assembly of the lycorine framework using chemoenzymatic techniques

Matthew T. Jones; Brett D. Schwartz; Anthony C. Willis; Martin G. Banwell

doi:10.1021/ol901364n

Rapid and enantioselective assembly of the lycorine framework using chemoenzymatic techniques

Matthew T. Jones, Brett D. Schwartz, Anthony C. Willis, Martin G. Banwell

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

31 Citations (Scopus)

Abstract

The pentacyclic framework associated with the alkaloid (-)-lycorine (1) can be assembled in as few as six steps from the enantiomerically pure cis-1,2-dihydrocatechol 3 which is itself readily available on a large scale through the whole-cell biotransformation of bromobenzene. The methodology has been used in developing the first synthesis of compound 2, a derivative of lycorine.

Original language	English
Pages (from-to)	3506-3509
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	15
DOIs	https://doi.org/10.1021/ol901364n
Publication status	Published - 6 Aug 2009

Access to Document

10.1021/ol901364n

Cite this

@article{098592022e664c4cb9faa4552b3b7a6a,

title = "Rapid and enantioselective assembly of the lycorine framework using chemoenzymatic techniques",

abstract = "The pentacyclic framework associated with the alkaloid (-)-lycorine (1) can be assembled in as few as six steps from the enantiomerically pure cis-1,2-dihydrocatechol 3 which is itself readily available on a large scale through the whole-cell biotransformation of bromobenzene. The methodology has been used in developing the first synthesis of compound 2, a derivative of lycorine.",

author = "Jones, {Matthew T.} and Schwartz, {Brett D.} and Willis, {Anthony C.} and Banwell, {Martin G.}",

year = "2009",

month = aug,

day = "6",

doi = "10.1021/ol901364n",

language = "English",

volume = "11",

pages = "3506--3509",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - Rapid and enantioselective assembly of the lycorine framework using chemoenzymatic techniques

AU - Jones, Matthew T.

AU - Schwartz, Brett D.

AU - Willis, Anthony C.

AU - Banwell, Martin G.

PY - 2009/8/6

Y1 - 2009/8/6

N2 - The pentacyclic framework associated with the alkaloid (-)-lycorine (1) can be assembled in as few as six steps from the enantiomerically pure cis-1,2-dihydrocatechol 3 which is itself readily available on a large scale through the whole-cell biotransformation of bromobenzene. The methodology has been used in developing the first synthesis of compound 2, a derivative of lycorine.

AB - The pentacyclic framework associated with the alkaloid (-)-lycorine (1) can be assembled in as few as six steps from the enantiomerically pure cis-1,2-dihydrocatechol 3 which is itself readily available on a large scale through the whole-cell biotransformation of bromobenzene. The methodology has been used in developing the first synthesis of compound 2, a derivative of lycorine.

UR - http://www.scopus.com/inward/record.url?scp=68149142567&partnerID=8YFLogxK

U2 - 10.1021/ol901364n

DO - 10.1021/ol901364n

M3 - Article

SN - 1523-7060

VL - 11

SP - 3506

EP - 3509

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Rapid and enantioselective assembly of the lycorine framework using chemoenzymatic techniques

Abstract

Access to Document

Other files and links

Fingerprint

Cite this