Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

Christopher J. Bartlett; David P. Day; Yohan Chan; Steven M. Allin; Michael J. McKenzie; Alexandra M. Z. Slawin; Philip C. Bulman Page

doi:10.1021/jo2021407

Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

Christopher J. Bartlett
, David P. Day
, Yohan Chan
, Steven M. Allin
, Michael J. McKenzie
, Alexandra M. Z. Slawin
, Philip C. Bulman Page

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

24 Citations (Scopus)

Abstract

We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.

Original language	English
Pages (from-to)	772-774
Number of pages	3
Journal	The Journal of Organic Chemistry
Volume	77
Issue number	1
DOIs	https://doi.org/10.1021/jo2021407
Publication status	Published - 2012

Access to Document

10.1021/jo2021407

Cite this

@article{952e87a64eda441cb9409c1a05bb51a4,

title = "Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation",

abstract = "We report the first enantioselective total synthesis of (+)-scuteflorin A in 14\% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99\% ee as the key step.",

author = "Bartlett, \{Christopher J.\} and Day, \{David P.\} and Yohan Chan and Allin, \{Steven M.\} and McKenzie, \{Michael J.\} and Slawin, \{Alexandra M. Z.\} and \{Bulman Page\}, \{Philip C.\}",

year = "2012",

doi = "10.1021/jo2021407",

language = "English",

volume = "77",

pages = "772--774",

journal = "The Journal of Organic Chemistry",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

AU - Bartlett, Christopher J.

AU - Day, David P.

AU - Chan, Yohan

AU - Allin, Steven M.

AU - McKenzie, Michael J.

AU - Slawin, Alexandra M. Z.

AU - Bulman Page, Philip C.

PY - 2012

Y1 - 2012

N2 - We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.

AB - We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.

U2 - 10.1021/jo2021407

DO - 10.1021/jo2021407

M3 - Article

VL - 77

SP - 772

EP - 774

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 1

ER -