125131-09-1Relevant articles and documents
A NEW APPROACH TO 1,7-DIOXASPIROUNDEC-4-ENES VIA METALLATED ALLENOL ETHERS. SYNTHESIS OF LACRIMIN A.
Takle, Andrew,Kocienski, Philip
, p. 4503 - 4516 (2007/10/02)
Key steps in the first total synthesis of Lacrimin A (2) include (a) the use of methoxyallene as an enone-1,3-dianion equivalent; (b) the use of a new copper-catalysed migratory insertion reaction to construct a tri-substituted alkene stereoselectively; and (c) the use of a Pd(0)-catalysed coupling reaction to generate an isochromanone ring.
A SYNTHESIS OF LACRIMIN A
Takle, Andrew,Kocienski, Philip
, p. 1675 - 1678 (2007/10/02)
A convergent synthesis of Lacrimin A (2) is described in which a Wadsworth-Emmons reaction was used to constract the C10-C11 double bond and link the isochroman-1-one phosphonate (4) to the spiroacetal aldehyde (3).