Diels-Alder reaction yohimbine syntheses using

Waldmann used (R) and (5>aminoacid methyl esters and chiral amines as chiral auxiliaries in analogous aza-Diels-Alder reactions with cyclodienes.111 The diastereoselectivity of these reactions ranged from moderate to excellent and the open-chain dienes reacted similarly. Recently, the aza-Diels-Alder reaction was used by Waldmann in the asymmetric synthesis of highly functionalized tetracyclic indole derivatives (Eq. 12.45), which is useful for the synthesis of yohimbine- and reserpine-type alkaloids.112... 

In summary, the efforts of Martin and his group illustrate well the utility of the intramolecular Diels-Alder reaction in the synthesis of yohimbine alkaloids. Through the use of this reaction, partially reduced isoquinoline... 

---