Tetrahedron Letters p. 2235 - 2238 (1999)
Update date:2022-08-03
Topics:
McDonald, Frank E.
Vadapally, Prahlad
Acid-catalyzed cyclization of hydroxy-cyclic sulfates occurs with endo- regioselectivity affording bispyran products from substrates in which the nucleophilic hydroxyl and electrophilic cyclic sulfate groups are 1,2-trans- substituted on a cyclic pyran template. This methodology is demonstrated in an enantioselective synthesis of the trans-syn-trans fused AB cyclic ether rings of the brevetoxin natural products.
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