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Enantioselective synthesis of (2S4aS,8aR)-1,1,4a-trimethyldecahydronaphthalen-2-ol [(−)-TMD], (4aS,8aR)-5,5,8a-trimethyloctahydronaphthalen-2(1H)-one, and (−)-polywood®, through michael-type reaction of chiral imines

✍ Scribed by Ivan Jabin; Gilbert Revial; Karine Melloul; Michel Pfau

Book ID: 104361109
Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 632 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00082-7

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✦ Synopsis

The title compounds 6, 15, and 17 have been synthesized in a straightforward way in good yields and high enantiomeric excesses by the chiral imines method, leading to building-blocks 2 and 10, followed by a few conventional steps. (~) 1997 Elsevier Science Ltd

The enantioselective Michael addition of chiral imines has proved to be a very efficient method to prepare a variety of building-blocks and many synthetic applications have already been reported.!

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## Abstract For Abstract see ChemInform Abstract in Full Text.