An Improved Synthesis of Conduritol A
- 1 February 1989
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 19 (3) , 537-546
- https://doi.org/10.1080/00397918908050697
Abstract
Recently Knapp and coworkers1 reported a highly stereoselective synthesis of the naturally occurring cyclitol conduritol A (1) from p-benzoquinone (2) in 39% overall yield using 9-[(benzyloxy)methoxy]-anthracene (3) as a protecting group (Scheme 1). Although regeneration of the olefinic bond in the product was achieved at room temperature via an oxyanion-accelerated2 retro Diels-Alder reaction, this step necessitated protection of the newly introduced groups.Keywords
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