Heterotricyclodecane XVI. 2‐Oxa‐7‐aza‐isotwistane und 2‐Oxa‐7‐aza‐twistane

Abstract

Abstract The synthesis of several derivatives of 2‐oxa‐7‐aza‐isotwistane ( 20–29 and 35 ) and 2‐oxa‐7‐twistane ( 30–34 ) is described starting from cis , cis ‐cycloocta‐1, 5‐diene ( 1 ). The bicyclic acetoxy‐olefin 10 was used as a key intermediate. The 10 N(7) ‐isotwistane 22 was treated under reaction conditions suitable for molecular rearrangements involving an oxonium ion g , by neighbouring group participation, leading to 2‐oxa‐7‐aza‐twistanes.