Issue 104, 2014

One-pot biomimetic total synthesis of yuehchukene via the organocatalytic alkylation–cyclization process of a sterically encumbered α-alkyl enal

Abstract

A concise synthesis of yuehchukene has been achieved using organocatalytic Friedel–Crafts alkylation of indole to a sterically encumbered α-alkyl enal as the key step. A racemization process during the subsequent cyclization steps of the conjugate adduct to yuehchukene was observed.

Graphical abstract: One-pot biomimetic total synthesis of yuehchukene via the organocatalytic alkylation–cyclization process of a sterically encumbered α-alkyl enal

Supplementary files

Article information

Article type
Paper
Submitted
11 Sep 2014
Accepted
03 Nov 2014
First published
04 Nov 2014

RSC Adv., 2014,4, 59706-59715

One-pot biomimetic total synthesis of yuehchukene via the organocatalytic alkylation–cyclization process of a sterically encumbered α-alkyl enal

N. S. Dange, B. Hong and G. Lee, RSC Adv., 2014, 4, 59706 DOI: 10.1039/C4RA10222C

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