Matsutake alcohol synthesis

Acetoxyoctadienes 47 and 48 are suitable starting materials for the synthesis of l-octen-3-ol (Matsutake alcohol) (129), a fragment component of a Japanese mushroom. The synthesis has been accomplished by two methods. In one method, the terminal double bond of 47 was hydro-... [Pg.182]

The synthesis of both enantiomers of matsutake alcohol (a mushroom flavour compound) outlined in the accompanying scheme shows how the sulfinyl group was used to introduce a methylene unit via methylation and regioselective elimination steps [427],... [Pg.183]

The preparation of alkenic alcohols based on rDA processes has found application in the synthesis of natural products. Matsutake alcohol (14a (-)-( )-l-octen-3-ol), an important flavor component of mushrooms, can be prepared in high enantiomeric purity by a method that includes rDA cleavage as a key step. Asymmetric DA addition gave enantiomerically pure adducts that were modified dia-... [Pg.554]

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