Abstract:
:Total synthesis of the biologically important axane sesquiterpenes, gleenol (1) and axenol (2), was accomplished through a readily available spiro[4.5]decane. The key features of the synthesis of 1 and 2 include Claisen rearrangement to afford the multi-functionalized spiro[4.5]decane 4 as a single diastereomer in excellent yield, installation of the C7 isopropyl group via ketene dithioacetal instead of direct alkylation and a diastereoselective reduction of ketone under the Birch conditions.
journal_name
Chem Pharm Bull (Tokyo)journal_title
Chemical & pharmaceutical bulletinauthors
Nakazaki A,Era T,Kobayashi Sdoi
10.1248/cpb.55.1606subject
Has Abstractpub_date
2007-11-01 00:00:00pages
1606-9issue
11eissn
0009-2363issn
1347-5223pii
JST.JSTAGE/cpb/55.1606journal_volume
55pub_type
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