diff --git a/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementWebSecurityAutoConfiguration.java b/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementWebSecurityAutoConfiguration.java
index 4467e687c9c..1b5ad03f558 100644
--- a/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementWebSecurityAutoConfiguration.java
+++ b/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementWebSecurityAutoConfiguration.java
@@ -86,7 +86,7 @@ import org.springframework.util.StringUtils;
  */
 @Configuration
 @ConditionalOnWebApplication
-@ConditionalOnClass({ EnableWebSecurity.class })
+@ConditionalOnClass({ EnableWebSecurity.class, RequestMatcher.class })
 @AutoConfigureAfter(SecurityAutoConfiguration.class)
 @AutoConfigureBefore(FallbackWebSecurityAutoConfiguration.class)
 @EnableConfigurationProperties