Dettierastereoselective Synthesis of 2,6-Disubstituted 4-(Dimethoxymethyl)tetrahydropyrans Using TMSOTf-Promoted Prins-Pinacol Cyclization

Title
Dettierastereoselective Synthesis of 2,6-Disubstituted 4-(Dimethoxymethyl)tetrahydropyrans Using TMSOTf-Promoted Prins-Pinacol Cyclization
Authors
김영습이재균배애님조용서민선준
Keywords
cyclization; Lewis acids; oxonium ion; diastereoselectivity; 2,4,6-trisubstituted tetrahydropyrans
Issue Date
2013-10
Publisher
Synlett
Citation
VOL 24, NO 17, 2292-2296
Abstract
We have described a highly diastereoselective synthesis of 2,6-disubstituted 4-(dimethoxymethyl)tetrahydropyrans via TMSOTf-promoted Prins–pinacol reaction of methylene diol with acetals. This reaction provides an efficient procedure to synthesize functionalized tetrahydropyrans containing an acetal group at the C4 position with all-cis 2,4,6 relative configuration.
URI
http://pubs.kist.re.kr/handle/201004/46247
ISSN
09365214
Appears in Collections:
KIST Publication > Article
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE